1381963-55-8

Upstream product

• 118000-43-4 imidazo[1,2-a]pyridine-2-carbaldehyde 
• 99-56-9 4-Nitrophenylene-1,2-diamine 

Downstream Products

• 1381963-56-9 CHO₃^(1-)*C₁₄H₁₃N₅O₂*C₁₆H₃₆N⁽¹⁺⁾ 

Relevant academic research and scientific papers

A molecular l°Ck and key: Unl°Cked-l°cked conformational switching of a receptor by anions

A solution of 4[16] (1.00 g, 6.8 mmol) in MeOH (10 mL) was added dropwise to a solution of 3 (1.05 g, 6.8 mmol) in MeOH (10 mL). The reaction mixture was heated at reflux for 6 h and then cooled to RT. A yellow residue precipitated from the reaction mixture and was collected by filtration, washed with cold MeOH, and then dried under vacuum. The yellow solid 2 was obtained in 61% yield (1.20 g, 4.2 mmol). Compound 2 was directly used for the next synthetic step. Solid NaBH4 (0.20 g, 0.005 mmol) was added portionwise to a suspension of 2 (1.00 g, 3.5 mmol) in MeOH (15 mL) at 0 8°C with constant stirring for 1 h. The solvent was evaporated under reduce pressure and the resulting solid was dissolved in cold distilled water. A clear red color solution was obtained and then neutralized (pH=7) with dilute HCl. Compound 1 was precipitated as a light red solid, which was filtered and washed with distilled water. The solid was dried in air and obtained in 85% yield (0.84 g, 3.0 mmol). 1H NMR (300 MHz, CD3CN): d=4.53 (s, CH2), 4.85 (s, NH2), 6.68 (d, J=9 Hz, 1H, H6), 6.84 (t, J=9 Hz, 1H, H3), 7.28 (t, J=9 Hz, 1H, H4), 7.5 (m, 2H, H1, H5), 7.57 (d, J=9 Hz, 1H, H7), 7.7 (s, 1H, H8), 8.28 ppm (d, J=9 Hz, 1H, H2); 13C NMR (75.5 MHz, [D6]DMSO, 208°C): d=41.89, 104.21, 110.40, 111.14, 111.93, 116.45, 117.79, 124.60, 126.92, 134.09, 137.11, 144.37, 144.44 ppm; IR (KBr): n =3388, 3331, 3131, 1608, 1579, 1524, 1493, 1331, 1317, 1297, 1245, 1142, 1112, 857, 746, 669 cm -1; ESI-MS: m/z calcd for C14H13N 5O2 [M+]: 283.11; found for [M+H+]: 283.94.

Reusable amine-based structural motifs for green house gas (CO2) fixation

A series of compounds with an amine based structural motif (ASM) have been synthesized for efficient atmospheric CO2 fixation. The H-bonded ASM-bicarbonate complexes were formed with an in situ generated HCO 3- ion. The complexes have been characterized by IR, 13C NMR, and X-ray single-crystal structural analysis. ASM-bicarbonate salts have been converted to pure ASMs in quantitative yield under mild conditions for recycling processes.

A molecular lock and key: Unlocked-locked conformational switching of a receptor by anions

Lock up your valuables: Receptor 1 acts as a molecular lock and anions act as keys ; H2PO4- can lock 1 by switching it from its unlocked conformation, however, the structurally similar HSO4- cannot lock receptor 1 as evidenced by single-crystal X-ray analysis (see scheme). The unlocked-locked conformational switching of 1 was investigated by monitoring changes in fluorescence intensity in the presence of different anions.

Reduced Schiff-base assisted novel dihydrogenphosphate-water polymer

Reduced Schiff bases with a common p-nitro-o-phenylenediamine moiety have been synthesised and their structures have been characterized by single-crystal structural analysis. Schiff bases having self-complementary H-bond donors and H-bond acceptors can form a scissors like structure through intermolecular H-bonding interaction. Reduced Schiff bases interact with biologically important dihydrogenphosphate ion and form stable complexes. Furthermore, dihydrogenphosphate and water form an unprecedented self-assembled dihydrogenphosphate-water [H2PO4·H 2O]nn- 1D supramolecular polymer upon complexation with reduced Schiff bases.